I am biting the bullet and doing this conversion from Paperless to DT, with testing of course.
I have paperless databases for each reporting year, broken up into folders for each category my accountant requires for each years return preparation. I just dragged a folder of one category from Paperless main window to DT main window of a new test db and all the docs popped over instantly.
Interestingly the fields I need for reporting and filing are all there in Keywords as value statements (vendor=MediaTemple, paymentType=Visa etc.)
Am I right in guessing that I should be able to script a method to extract those keyword values and automagically enter the values into custom metadata fields I have created?